Used Jeep cars for sale near Boulder Hill, IL under $899,990

I cannot recommend this dealership enough we had the best experience with Jason! His customer service was 10/10 I will definitely recommend Zeigler and Jason to anyone in the market to buy a car 10/10 recommend we will be back in the future!

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

From the moment I met Sales Executive Kelvin , I felt I was in good hands. He was warm and welcoming, making the entire process smooth and enjoyable. Overall, it was a professional and genuinely positive experience.

I purchased recently a used 2020 Cherokee Limited and it has turned out excellent, I have no problems or issues. The only minor issue that I have is the location of the cup holderss.

Joe was our sales associate. He was very knowledgeable and helpful. He was very patient and guided me into the process of purchasing my first car. This definitely helped me solidly my decision of buying the car with this dealership as he was very attentive and willing to help us. Overall, the process was fairly quick and smooth. Great experience and will definitely recommend to others.

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

In for an oil change and tire rotation as well as a software update. No issues and work was completed early. Waiting room was nice and the complimentary snacks were great.

I have a 2018 Cherokee latitude plus. More than 140k miles. Very nice SUV. I think most of this bad reviews are not fair. I will buy a new one in the near future.

Wonderful experience! Brian worked with us to find a car for me within my limited budget. We went through several test drives before we found the perfect fit. Brian was great-straightforward, patient, and pleasant throughout. The financing process was quick and enjoyable. The entire staff was accommodating, friendly, and fun even though the process kept everyone past closing. It's rare to be able to say you had a good time buying a car, but I can honestly say I did. I look forward to working with them again in the future and I highly recommend checking them out for your next car purchase.

Best vehicle I’ve ever owned, fuel savings combined with functionality! Highly recommend for outdoor enthusiasts who want to decrease their dependency on gasoline! Get one!

Great experience and no pressure from sales team. Working with John Marcus made the purchase of the vehicle and easy process.

Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.

I had such a great experience at Auto Select Sales and Rentals! The staff was super friendly and really took the time to help me find the right car. No pressure, just honest advice and a great selection of vehicles. My car was in excellent condition, and the whole process was smooth from start to finish. I really appreciated the transparency with pricing—no surprises! Definitely recommend them if you're looking for a new car or a rental.

  I have the Trailhawk trim, the serious off-road version.  Finally, a car that I can confidently drive in and out of rough construction sites, and not be afraid that I'll break it or get it stuck.   It is possessed by a powerful spirit of wanderlust, and frequently demands that I take it on drives just to see places it hasn't yet been, preferably places that normal cars cannot go.   If Don Quixote de La Mancha lived in our time, he would surely drive a vehicle like this one; a vehicle truly fit for a modern Knight Errant.   I didn't know until a few days after I bought it, and I don't think the dealership knew either, but this one has about a 2" aftermarket lift, and slightly larger tires than stock.

Worked with Chris on purchasing a vehicle. Very up front and fair. Also addressed all of the concerns I had with the vehicle I was interested in. Excellent experience on this purchase. Would highly recommend this dealership.

Purchased new in 2015. Have only done 1 repair in 129k, which was fixing oil leak at oil filter housing. Solid car, great in rain and snow. Thoroughly enjoy this car

The service provider was punctual and detailed oriented. Explained in detail the WO performed. Also suggested what more needs to be done.

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

Dealership is state of the art facility with an exceptional sales and service team. Seth was very professional and pleasure to work with on all 3 of my purchases this year. Genesis makes a quality product and I'm recommending to all family and friends.

Interior is wonderful, love everything about this vehicle. Drives great, looks great, and was very affordable. I just feel very safe in this vehicle and I love it.

Phenomenal service and quality car buying experience from start to finish. I was sent to the dealership as a referral and GM Michael Chino reached out to connect with me right away. He was professional and sharp in his engagement. He made sure I was with the right team members and set a time for me to review vehicle options. Jay Hudson and Seth Greene partnered with me at the dealership to learn about Genesis and to find the right vehicle for my family's needs. Jay created an energetic and positive environment and Seth was exemplary in guiding me through the buying process. Each team member did their part and we were able to make a deal that was right for everyone. Quality job by all involved and the dealership itself was well kept and immaculate.

This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.

It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.

I found a car on cars.com on Saturday night. Message them on Sunday and lined up a test drive for 11AM Monday. The vehicle was extremely clean inside and out. We negotiated a price very quickly and it was the fastest car buying experience I've been involved with. It was worth the 2.5 hour drive. John, Dwayne, Tom and the rest of the team was awesome.

I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.

I have spent my entire life in and around the auto industry and these guys are the only dealer I buy from outside of my own. Dempsey isn't your typical car dealer, and the experience is far more laid back. If you are looking for Unique cars at fair prices, make this place your destination.

This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.

I saw a van listed on Carfax for this dealer. I filled out the request info page ad almost immediatley was contacted by Jesse, that was on a Sunday . Monday we went in and test drove the vehicle. There was no pressure to buy, no showing us more expensive vehicles. We were allowed to test drive without the salesman. Our salesman was Jim. He worked with us to get a payment we could afford. Only one minor hiccup. We were told there were 2 keys available ,but then after all was agreed on ,there was only one . we were told they would et us the second key. They would come pick up the van get the key programed and brig the van back( we are an hour away from the dealer. As promised key was ordered Tues ,Wed the van was picked up an new key was made . They kept the promise that they made.

My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.

Nice large inside showroom to shop in warmth. Good selection of vehicles. Welcoming staff! Salesman Eli was exceptionally helpful, and Manager Josh worked with me to close the deal.

Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.

All in all this was a very pleasant car buying experience. Tom Dempsey, the owner of the dealership, personally found me the car I was looking for at the price I could afford. Elijah then took over and did an amazing job showing us how to operate all of the electronic features this car has. He was extremely professional and patient and he walked us through everything. I will recommend this dealership to all my friends.

Very nice vehicle with many hi-tech & comfort features. V-6 engine performs well for a 6 cyl. engine but would prefer a V-8, which is no longer an option. Very happy with over all performance.

We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.

I love my little JEEP compass! It’s runs well and is perfect for me and my needs! Holds all the baseball gear and more in the trunk!